phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate

Base Information

Chemical Name:phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate
CAS No.:1254367-64-0
Molecular Formula:C₃₀H₃₇N₃O₅
Molecular Weight:519.641
Hs Code.:

Synonyms:phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate

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Chemical Property of phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate

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Technology Process of phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate

There total 12 articles about phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 17.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1254367-63-9
phenyl 5-benzyloxy-2-(dimethylamino)-3-methyl-6-(propylamino)isonicotinate

: 1254367-64-0
phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; for 0.166667h;

Reference yield:

: 1254367-44-6
C₂₀H₁₆BrNO₄

: 1254367-64-0
phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate

Guidance literature:: Multi-step reaction with 4 steps

1: phosphorus(V) oxybromide / toluene / 0.75 h / 100 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran; 1,4-dioxane / 4 h / 60 °C / Inert atmosphere

3: copper(l) iodide; anhydrous dipotassium phosphate; 2-acetylcyclohexanone / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

4: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; anhydrous dipotassium phosphate; 2-acetylcyclohexanone; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; phosphorus(V) oxybromide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm1015389

Reference yield:

: 1254367-40-2
phenyl 3-(benzyloxy)-2,6-dibromo-5-methylisonicotinate

: 1254367-64-0
phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate

Guidance literature:: Multi-step reaction with 3 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran; 1,4-dioxane / 4 h / 60 °C / Inert atmosphere

2: copper(l) iodide; anhydrous dipotassium phosphate; 2-acetylcyclohexanone / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

3: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; anhydrous dipotassium phosphate; 2-acetylcyclohexanone; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm1015389